Question 1

Propose a synthesis of cyclopentanone from 1-methylcyclopentane.

Accepted Answer

The answer of Propose a synthesis of cyclopentanone from 1-methylcyclopentane....

Question 2

Select the best reagents for the reaction below. 2 B)  1. O3; 2. H2O C)  KMnO4 D)  1. BH3∙THF; 2. H2O2, NaOH E)  H2SO4, H2O" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   NaNH2
B)   1. O3; 2. H2O
C)   KMnO4
D)   1. BH3∙THF; 2. H2O2, NaOH
E)   H2SO4, H2O

Question 3

Using retrosynthetic synthesis, determine which compound(s)  could lead to the alcohol shown below in a single step.

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   I or II

Question 4

Which of the following alkenes cannot be converted into an alkyne by reacting it with bromine followed by an excess of sodium amide and then with water?

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   III and IV

Question 5

Propose a three-step synthetic sequence to accomplish the transformation below.

Accepted Answer

1. Br<sub>...

Question 6

Select the best reagents for the reaction below. 4; 2. NaHSO3, H2O B)  1. Hg(OAc) 2, H2O; 2. NaBH4 C)  1. RCO3H; 2. H3O+ D)  H2SO4, H2O E)  1. O3; 2. DMS" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1. OsO4; 2. NaHSO3, H2O
B)   1. Hg(OAc) 2, H2O; 2. NaBH4
C)   1. RCO3H; 2. H3O+
D)   H2SO4, H2O
E)   1. O3; 2. DMS

Question 7

Propose a three-step synthetic sequence to accomplish the transformation below.

Accepted Answer

1. Conc. H...

Question 8

Which sequence of reagents will accomplish the following synthesis? 2SO4, heat; 2. Br2, h \upsilon  D)  1. NaOEt; 2. HBr E)  both A and D work " class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1. KOtBu; 2. HBr
B)   1. NaOEt; 2. HBr, ROOR
C)   1. H2SO4, heat; 2. Br2, h υ\upsilonυ 
D)   1. NaOEt; 2. HBr
E)   both A and D work

Question 9

Perform a retrosynthetic analysis by working backwards two steps in the synthesis below. Identify possible combinations of A and B that could lead to the alkyl halide (C) .

Accepted Answer

A)   B = I and A = VIII
B)   B = VI and A = I
C)   B = III and A = VII
D)   B = IV and A = VII
E)   B = V and A = VIII

Question 10

For multi-step reactions, which is the best method?

Accepted Answer

A)   two steps
B)   three steps
C)   four steps
D)   five steps
E)   six steps

Question 11

Select the best reagents for the reaction below. 4; 2. NaHSO3, H2O B)  HBr, ROOR C)  NaBr D)  excess NaNH2 E)  HBr" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1. OsO4; 2. NaHSO3, H2O
B)   HBr, ROOR
C)   NaBr
D)   excess NaNH2
E)   HBr

Question 12

Provide the major product(s)  obtained from the following reaction.

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   II and IV

Question 13

Devise a synthetic route for the following equation.

Accepted Answer

The answer of Devise a synthetic route for the following...

Question 14

Compound X has molecular formula C8H10. Reaction of Compound X with excess ozone, followed by reaction with dimethyl sulfide and then washing with water produces only the compounds shown below. Draw a possibility for Compound X that is consistent with these results.

Accepted Answer

Question 15

Devise a synthetic route to convert ethylene into PVC (polyvinyl chloride).

Accepted Answer

The answer of Devise a synthetic route to convert ethylene...

Question 16

Identify the statement that is not part of Green Chemistry.

Accepted Answer

A)   Energy efficiency.
B)   Renewable feedstocks.
C)   Reuse solvents without purification.
D)   Prevent waste.
E)   Use catalysts, rather that stoichiometric reagents.

Question 17

Select the best reagents for the reaction below. 4; 2. NaHSO3, H2O B)  1. Hg(OAc) 2, H2O; 2. NaBH4 C)  H2, Pt D)  1. 9-BBN; 2. H2O2, NaOH E)  1. O3; 2. DMS" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1. OsO4; 2. NaHSO3, H2O
B)   1. Hg(OAc) 2, H2O; 2. NaBH4
C)   H2, Pt
D)   1. 9-BBN; 2. H2O2, NaOH
E)   1. O3; 2. DMS

Question 18

Propose a synthetic route for the following reaction.

Accepted Answer

1. Br₂, CCl...

Question 19

Using retrosynthetic synthesis, determine which compound(s)  could lead to the alkene shown below in a single step.

Accepted Answer

A)   I
B)   II
C)   III
D)   IV
E)   I or IV

Question 20

Propose a multi-step synthetic sequence to accomplish the transformation below.

Accepted Answer

1. Br₂, h...

Exam 11: Synthesis

Select the best reagents for the reaction below.

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Which sequence of reagents will accomplish the following synthesis?

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Using retrosynthetic synthesis, determine which compound(s) could lead to the alcohol shown below in a single step.

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Which of the following alkenes cannot be converted into an alkyne by reacting it with bromine followed by an excess of sodium amide and then with water?

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Select the best reagents for the reaction below.

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Devise a synthetic route for the following equation.

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Select the best reagents for the reaction below.

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Provide the major product(s) obtained from the following reaction.

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Perform a retrosynthetic analysis by working backwards two steps in the synthesis below. Identify possible combinations of A and B that could lead to the alkyl halide (C) .

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Using retrosynthetic synthesis, determine which compound(s) could lead to the alkene shown below in a single step.

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Propose a multi-step synthetic sequence to accomplish the transformation below.

Correct Answerverified1. Br2, h...View AnswerShow Answer

Compound X has molecular formula C8H10. Reaction of Compound X with excess ozone, followed by reaction with dimethyl sulfide and then washing with water produces only the compounds shown below. Draw a possibility for Compound X that is consistent with these results.

Correct AnswerverifiedShow Answer

For multi-step reactions, which is the best method?

Correct AnswerverifiedShow Answer

Propose a three-step synthetic sequence to accomplish the transformation below.

Correct Answerverified1. Br...View AnswerShow Answer

Identify the statement that is not part of Green Chemistry.

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Propose a synthesis of cyclopentanone from 1-methylcyclopentane.

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Devise a synthetic route to convert ethylene into PVC (polyvinyl chloride).

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Select the best reagents for the reaction below.

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Propose a three-step synthetic sequence to accomplish the transformation below.

Correct Answerverified1. Conc. H...View AnswerShow Answer

Propose a synthetic route for the following reaction.

Correct Answerverified1. Br2, CCl...View AnswerShow Answer

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Which sequence of reagents will accomplish the following synthesis? $Which sequence of reagents will accomplish the following synthesis? A) 1. KOtBu; 2. HBr B) 1. NaOEt; 2. HBr, ROOR C) 1. H<sub>2</sub>SO<sub>4</sub>, heat; 2. Br<sub>2</sub>, h \upsilon D) 1. NaOEt; 2. HBr E) both A and D work$

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1. Br₂, h...
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Compound X has molecular formula C₈H₁₀. Reaction of Compound X with excess ozone, followed by reaction with dimethyl sulfide and then washing with water produces only the compounds shown below. Draw a possibility for Compound X that is consistent with these results.

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1. Br_...
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1. Conc. H...
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1. Br₂, CCl...
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